HCID 66643519, compound → HCID 49801311, compound

HRID 1807531Notes

Reaction equation

HRID 1807531 reaction equation
CO[C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([CH:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[N:14][O:15][C:16]=2[CH3:17])=[N:6][CH:5]=1.COC(=O)C1C=CC(OC[C:36]2[C:37]([CH:42]3CCCCC3)=[N:38]OC=2C)=NC=1>>[CH:37]([NH:38][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([CH:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)=[N:14][O:15][C:16]=2[CH3:17])=[N:6][CH:5]=1)([CH3:42])[CH3:36]

Participants

3

Reactant 2

HCID 66643519HCID 66643519, compoundHCID 66643566HCID 66643566, compound

Product 1

HCID 49801311HCID 49801311, compoundYield 74%

Procedure

As described for example 31e, 6-[5-methyl-3-(tetrahydro-pyran-4-yl)-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester (100 mg, 0.3 mol), instead of 6-(3-cyclohexyl-5-methyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester was converted, to the title compound (80 mg, 74%) which was obtained as a white solid after purification by chromatography (silica, 30 to 70% ethyl acetate in heptane). MS: m/e=360.3 [M+H]+.

Sources & evidence

ORD record
ord-25c0607662f842fbaa72acdca4a76340
Source dataset
uspto-grants-2013_01
Patent number
US08357703B2

Reaction notes

Loading…